Dane Cook, 50, Met His 23-Year-Old Fiancée At A Game Night 5 Years Ago

Dane Cook, 50, Met His 23-Year-Old Fiancée At A Game Night 5 Years Ago
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Dane Cook, 50, popped a very big question to his 23-year-old, longtime girlfriend, Kelsi Taylor, last month. But the news is only just starting to make waves.

While the couple was vacationing in Maine on July 13, Dane got down on one knee at York Beach to ask Kelsi to marry him. And she said yes.

Kelsi later described it as a "pinch-me moment" while recounting her proposal. "My family loves him so much, so they were beyond excited for us," she told People.

The couple posted various photos from their proposal, which left fans very curious about their age difference. ICYMI, Dane and Kelsi have a 27-year age gap. In other words, when Dane was gaining popularity for his early stand-up sets in the 1990s, Kelsi had not yet been born.

While you may recognize Dane from Good Luck Chuck and My Best Friend's Girl, Kelsi is a little bit more mysterious. (Spoiler alert: She also has some incredibly cool titles on her resume.)

Keep on reading to find out everything there is to know about Kelsi Taylor and the couple's dating timeline.

Who is Kelsi Taylor?

Kelsi is a Nevada native who describes herself as a "spreader of positivity," according to her Instagram.

Her new fiancé has described her as the "kindest, sweetest, just my favorite—best friend,” while talking about their relationship on Jimmy Kimmel Live!.

Naturally, he matched his sincerity with a joke. “Sometimes I actually find myself saying, ‘Where has she been all my life?’” he said. “And then I realize she wasn’t alive for the first 26 years of it.”

Kelsi is a singer.

She moved to California when she was 12 to pursue her music career. And it paid off! Kelsi has performed background vocals for celebs and even some Grammy nominees, such as Demi Lovato and Little Big Town.

You can also hear her singing in her YouTube videos. And in 2018, Dane helped her produce and direct a music video for her song "Hours."

She is a Pilates instructor.

In addition to her work as a musician, Kelsi is a certified Pilates instructor. She has some of her short circuits that target various muscle groups posted all over her Instagram. I'm definitely saving these for later.

She is also a certified TRX instructor and Food Therapist/Nutritionist, according to her IG bio. She does it all!

When did Kelsi and Dane meet?

Way back when, a.k.a. a little over five years ago, Dane apparently hosted a game night at his house that Kelsi attended. He stated that they started out as friends before things took a romantic turn.

"We were friends for a while and soon after fell in like with each other and then upgraded to love," Dane said on an old Instagram story.

When did Kelsi and Dane start dating?

The couple has been together for five years. They went Instagram official in April 2017 when she was 18 years old and Dane was 45 years old.

When asked about handling the nearly three-decade age gap, Dane said, "The only thing you have to do is plan that your deaths will be somewhat far apart," per People.

Other than calling Dane her "soulmate" and "love of my life" on her Instagram, Kelsi has not commented on their age difference.

Twitter has been quick to weigh in on their age gap.

Of course, the internet has some ~thoughts~ about the fact that Dane is 50 and Kelsi is just 23. And considering she's been called dubbed his "longtime" girlfriend, some Twitter users got busy with their calculators:

And another:

When did they get engaged?

Dane and Kelsi got engaged on July 13, 2022, in Maine. After keeping the proposal under the radar throughout July, the couple publicly announced their big news at the start of August.

Dane also posted a video of their engagement trip on his Instagram.

The vacation destination is meaningful for these two. It was the first place they traveled together as a couple. It's also where Dane's family scattered his mother's ashes.

"It's a place I spent much time in growing up so I have such fond memories there," he said, per People. "After my mother passed away, she asked me and my siblings to release her at her favorite spot, the breathtaking location, at the tip of Cape Neddick Point, Nubble Lighthouse, where our vacation cottage is located. It felt like the right place."

The two are very vocal about their love.

"The love of my life is now my fiancé! To everyone sending us love and positive notes we appreciate it tremendously," Dane said on Twitter.

He also posted a photo on Instagram yesterday, captioned, "Making my fiancée @itskelsitaylor laugh is my favorite sound. I love her with all my heart. We’ve made beautiful memories over the last five years. There’s so much to celebrate as we look forward together. #grateful."

But their romantic posts started long before their engagement. Kelsi posted this photo for Dane's birthday in 2019, saying, "You’re so important to me and I can’t wait for all the other birthdays we will spend together. Thanks for being my ride or die."

More recently, she also posted this in celebration of their 5-year anniversary.

I can only imagine what their wedding photos will look like.

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